Premium
Cover Feature: Formal [2+2+1] Synthesis of Tetrasubstituted Furans from Aldehydes, Acetylenedicarboxylates, and Acyl Compounds (Eur. J. Org. Chem. 33/2019)
Author(s) -
Tateishi Keiichiro,
Matsumoto Yuri,
Saito Akio
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901232
Subject(s) - chemistry , intramolecular force , trifluoroacetic anhydride , acylation , furan , wittig reaction , picoline , formal synthesis , trifluoroacetic acid , organic chemistry , combinatorial chemistry , catalysis , pyridine
The Cover Feature shows the formal [2+2+1] synthesis of tetrasubstituted furans from aldehydes, acetylenedicarboxylates and acyl chlorides or trifluoroacetic anhydride using 4‐picoline and phosphines under the metal‐free and mild conditions. In the present method, 4‐picoline promotes the formation of α,β‐enone intermediates from aldehydes and acetylenedicarboxylates followed by the 1,4‐addition (O‐acylation) with acyl compounds and phosphines to give these furan products through an intramolecular Wittig reaction. More information can be found in the Full Paper by A. Saito et al.